Downsizing in Greater Boston: A Seller's Plan
Downsizing in Greater Boston starts with two numbers: what the current home will net after costs and payoff, and what the next home or rental will cost. Juan Murray helps sellers time the sale and the move, using options such as a use and occupancy agreement after closing, so the next step is planned before the home is listed.
Get my net proceeds estimateStart with the net, not the list price
The money available for the next home is the sale price minus the mortgage payoff, commission, deed excise tax, closing attorney fee and certificates. The estimator below adds these up from the seller's own figures, so planning starts from a realistic number.
Timing the sale and the move
- Sell first, then buy or rent: the clearest budget, with a temporary move or a use and occupancy agreement to bridge the gap.
- Buy first: possible with a bridge loan or enough savings, but it means carrying two homes for a period.
- Coordinate both closings on the same day: workable with experienced closing attorneys on both sides, and needs a plan B if either side slips.
A use and occupancy agreement lets the seller stay in the home for a short, agreed period after closing. It is negotiated in the P&S and drafted by the closing attorneys.
Deciding what the home needs before listing
Long-time owners often face a list of possible projects. Juan walks the home with the seller and separates what buyers are likely to price in from what is worth fixing, so money and energy go where they return the most.
Taxes worth reviewing with an advisor
Federal rules let many owners exclude up to $250,000 of gain, or $500,000 for married couples filing jointly, on the sale of a main home they owned and lived in for at least two of the last five years (IRS Publication 523). Long-held homes can exceed those amounts, so a tax advisor should review the numbers before listing.
Common questions
Should I sell my house before buying a smaller one in Boston?
Selling first gives a clear budget and a stronger offer on the next home, since the purchase is not contingent on a sale. Buying first avoids a temporary move but means carrying two homes. Juan reviews both paths with the seller's net proceeds estimate.
Do I pay capital gains tax when I downsize?
Many owners qualify for the federal exclusion of up to $250,000 of gain, or $500,000 for married couples filing jointly, if they owned and lived in the home for two of the last five years. Gains above that may be taxable. A tax advisor should confirm the details.
What should I fix before selling a home I have owned for decades?
Anything likely to stall a buyer's financing or inspection comes first. Cosmetic updates are case by case. Juan walks the home and recommends what is likely to return more than it costs.
Sources
This page is general information, not legal or tax advice. Sellers should confirm details with their closing attorney and tax advisor.
Related reading
March 13, 2026
How to Decide Whether to Sell, Rent, or Hold Your Boston Home
Downsizing in 2026 and unsure whether to sell, rent, or hold your Boston home? Compare net proceeds, rental income, and risk so you can choose with clarity.
September 2, 2026
Downsizing in Jamaica Plain: How to Prepare and Price Your Home
How to prepare and price a Jamaica Plain home when downsizing: systems, presentation, condo documents, Massachusetts closing steps, and local MLS data.
October 12, 2026
Seller Rent-Back After Closing in Boston: Terms and Risks
A seller rent-back lets you stay in the home for a short, agreed period after closing. See an example of the cost, lender occupancy rules, and the risks.
Success stories
We have had terrific experiences working with Juan Murray, both to purchase our house and then to sell the house 6 years later. Juan is an incredibly experienced and helpful agent. In selling our house, we simply packed up and left (moved out of state), and Juan and his team took care of EVERYTHING. They cleaned, repaired, and staged the house to be sold. Can't recommend highly enough!
Estimate your net proceeds
Enter your expected sale price and payoff to see what is available for the next home.
Estimated net proceeds
Your full line-item breakdown will be emailed with your consult confirmation.
This is an estimate for planning only, based on the numbers you entered. It is not a settlement statement, appraisal, or legal or tax advice. Actual proceeds depend on the final price, payoff figures, prorations and costs confirmed by the closing attorneys. All information is deemed reliable but not guaranteed and should be independently reviewed and verified.
Next step: review the real numbers with Juan
A pricing strategy consult starts from the figures above, checks them against recent closed sales, and turns them into a plan. No cost and no obligation.